937-33-7 (N-叔丁基苯胺,Benzenamine,N-(1,1-dimethylethyl)-)

_100%

反应条件：

1.1 Reagents: Oxygen Catalysts: 2133472-58-7 Solvents: Methanol ; 1 h, rt

参考文献：

Chan-Evans-Lam Couplings with Copper Iminoarylsulfonate Complexes: Scope and Mechanism

Hardouin Duparc, Valerie; Bano, Guillaume L.; Schaper, Frank, ACS Catalysis, 2018, 8(8), 7308-7325

合成路线：1 步

7239-60-3

_100%

反应条件：

1.1 Reagents: Potassium hydride Catalysts: Acetic acid , Propanoic acid, 2,2-dimethyl-, copper(2+) salt (2:1)

参考文献：

The chemistry of pentavalent organobismuth reagents. Part 14. Recent advances in the copper-catalyzed phenylation of amines

Arnauld, Thomas; Barton, Derek H. R.; Doris, Eric, Tetrahedron, 1997, 53(12), 4137-4144

合成路线：1 步

_99%

反应条件：

1.1 Catalysts: [2′,6′-Bis(1-methylethoxy)[1,1′-biphenyl]-2-yl]dicyclohexylphosphine , 2789690-58-8 Solvents: Tetrahydrofuran ; 20 min, rt
1.2 Reagents: Potassium tert-butoxide Solvents: Tetrahydrofuran ; 12 h, rt

参考文献：

Palladium allyl organometallic compounds, palladium phosphine complexes as catalysts for coupling reaction and processes for preparation thereof

, World Intellectual Property Organization, , ,

合成路线：1 步

_94%

反应条件：

1.1 Reagents: Sodium tert-butoxide Catalysts: Palladium diacetate , Phosphine, butylbis(tricyclo[3.3.1.13,7]dec-1-yl)-, hydriodide (1:1) Solvents: Toluene ; 20 h, 120 °C; 120 °C → rt

参考文献：

Efficient palladium catalysts for the amination of aryl chlorides: a comparative study on the use of phosphium salts as precursors to bulky, electron-rich phosphines

Tewari, Amit; Hein, Martin; Zapf, Alexander; Beller, Matthias, Tetrahedron, 2005, 61(41), 9705-9709

合成路线：1 步

98946-18-0

62-53-3

_85%

反应条件：

1.1 Catalysts: Copper(II) triflate Solvents: Nitromethane ; 2 h, rt

参考文献：

Copper-catalyzed N-tert-butylation of aromatic amines under mild conditions using tert-butyl 2,2,2-trichloroacetimidate

Cran, John W.; Vidhani, Dinesh V.; Krafft, Marie E., Synlett, 2014, 25(11), 1550-1554

合成路线：1 步

_83%

反应条件：

1.1 Reagents: Sodium tert-butoxide Catalysts: Di-μ-chlorobis[(1,2,3-η)-1-phenyl-2-propen-1-yl]dipalladium , 2-[Bis(tricyclo[3.3.1.13,7]dec-1-yl)phosphino]-N,N-dimethylbenzenamine

参考文献：

2-[Bis(1-adamantantyl)phosphino]-N,N-dimethylaniline

Lundgren, Rylan J., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2014, 1, 1-2

合成路线：1 步

_83%

反应条件：

1.1 Reagents: Sodium tert-butoxide Catalysts: Di-μ-chlorobis[(1,2,3-η)-1-phenyl-2-propen-1-yl]dipalladium , 2-[Bis(tricyclo[3.3.1.13,7]dec-1-yl)phosphino]-N,N-dimethylbenzenamine Solvents: Toluene ; 3 - 48 h, 100 - 110 °C

参考文献：

Preparation of amines, hydrazones, hydrazines, and indazoles by hydroamination or cross-coupling reactions catalyzed by palladium or gold in the presence of a phosphine ligand

, World Intellectual Property Organization, , ,

合成路线：1 步

_83%

反应条件：

1.1 Reagents: Sodium tert-butoxide Catalysts: Bis(dibenzylideneacetone)palladium , BINAP Solvents: Toluene ; 30 min, rt; 24 h, 100 °C

参考文献：

Catalysts, methods of making catalysts, and methods of use

, United States, , ,

合成路线：1 步

_83%

反应条件：

1.1 Catalysts: Bis(dibenzylideneacetone)palladium , BINAP Solvents: Toluene ; 30 min, rt
1.2 Reagents: Sodium tert-butoxide ; 24 h, 100 °C

参考文献：

Novel acyclic diaminocarbene ligands with increased steric demand and their application in gold catalysis

Seo, Hwimin; Roberts, Benjamin P.; Abboud, Khalil A.; Merz, Kenneth M. Jr.; Hong, Sukwon, Organic Letters, 2010, 12(21), 4860-4863

合成路线：1 步

_83%

反应条件：

1.1 Catalysts: Di-μ-chlorobis[(1,2,3-η)-1-phenyl-2-propen-1-yl]dipalladium , 2-[Bis(tricyclo[3.3.1.13,7]dec-1-yl)phosphino]-N,N-dimethylbenzenamine Solvents: Toluene ; 10 min, rt
1.2 Reagents: Sodium tert-butoxide Solvents: Toluene ; rt → 100 °C; 48 h, 100 - 110 °C

参考文献：

A Highly Versatile Catalyst System for the Cross-Coupling of Aryl Chlorides and Amines

Lundgren, Rylan J.; Sappong-Kumankumah, Antonia; Stradiotto, Mark, Chemistry - A European Journal, 2010, 16(6), 1983-1991

合成路线：1 步

115-11-7

62-53-3

_79%

反应条件：

1.1 Reagents: Hydrogen bromide Solvents: 1,4-Dioxane , Water

参考文献：

A Convenient Method for Direct N-tert-Butylation of Aromatic Amines

Gage, James R.; Wagner, Jill M., Journal of Organic Chemistry, 1995, 60(8), 2613-14

合成路线：1 步

934-55-4

_77%

反应条件：

1.1 Reagents: Sodium hydride

参考文献：

Studies on the amination of aromatic compounds. 6. Alkyl- and arylamination of arenesulfonates by sodium hydride and amines

Nara, Kenichi, Nippon Kagaku Kaishi, 1979, (3), 429-31

合成路线：1 步

594-70-7

100-59-4

_72%

反应条件：

1.1 Solvents: Tetrahydrofuran ; 12 h, 0 °C → 25 °C
1.2 Reagents: Ferrous chloride , Sodium borohydride Solvents: Ethanol ; 15 h, 25 °C
1.3 Reagents: Ammonium chloride Solvents: Water ; 25 °C
1.4 Reagents: Sodium hydroxide Solvents: Water ; neutralized

参考文献：

Synthesis of polyfunctional secondary amines by the reaction of functionalized organomagnesium reagents with tertiary nitroalkanes

Dhayalan, Vasudevan; Knochel, Paul, Synthesis, 2015, 47(20), 3246-3256

合成路线：1 步

_71%

反应条件：

1.1 Reagents: Potassium tert-butoxide Catalysts: Phosphine, dicyclohexyl[1-(tricyclohexylphosphoranylidene)ethyl]- , Tris(dibenzylideneacetone)dipalladium Solvents: Tetrahydrofuran ; 24 h, 60 °C

参考文献：

Palladium-Catalyzed para-C-H Arylation of Anilines with Aromatic Halides

Lichte, Dominik ; Pirkl, Nico ; Heinrich, Gregor ; Dutta, Sayan ; Goebel, Jonas F. ; et al, Angewandte Chemie, 2022, 61(47),

合成路线：1 步

591-50-4

_69%

反应条件：

1.1 Reagents: Butyllithium Solvents: Hexane ; -78 °C; -78 °C → -50 °C; -50 °C → 0 °C
1.2 10 min, 0 °C; 40 min, 0 °C → rt; 1 h, rt; 12 h, rt
1.3 Solvents: Water ; rt

参考文献：

Base strengths of substituted tritylamines, N-alkylanilines, and tribenzylamine in aqueous solution and the gas phase: Steric effects upon solvation and resonance interactions

Canle Lopez, Moises; Demirtas, Ibrahim; Freire, Antonio; Maskill, Howard; Mishima, Masaaki, European Journal of Organic Chemistry, 2004, (24), 5031-5039

合成路线：1 步

591-50-4

_68%

反应条件：

1.1 Reagents: Cesium carbonate Catalysts: Copper oxide (Cu2O) , 2-Thiophenecarboxaldehyde, 2-methyl-2-phenylhydrazone Solvents: Dimethyl sulfoxide ; 36 h, 95 °C

参考文献：

Highly efficient copper-catalyzed N-arylation of amine with arylhalide using hydrazone as ligand

Tang, Xu-jing; Zhang, Zhan-jin; Li, Zheng-ning; Yu, Ji-cheng; Chen, Hui-ying, Fenzi Cuihua, 2016, 30(5), 420-427

合成路线：1 步

_60%

反应条件：

1.1 Reagents: Potassium tert-butoxide Catalysts: Palladium chloride , rel-N,N-Dicyclohexyl-P-[(2R,6S)-2,6-dimethyl-4-morpholinyl]-P-phenylphosphinous … Solvents: Toluene ; 18 h, reflux

参考文献：

Efficient palladium-catalyzed amination of aryl chlorides using dicyclohexylamino[(2,6-dimethyl)morpholino]phenylphosphine as a PN2 ligand

Park, Song-Eun; Kang, Seung Beom; Jung, Kwang-Ju; Won, Ju-Eun; Lee, Sang-Gyeong; et al, Synthesis, 2009, (5), 815-823

合成路线：1 步

7239-60-3

_60%

反应条件：

1.1 Reagents: Cupric acetate

参考文献：

Triphenylbismuth diacylates as new reagents in fine organic synthesis

Dodonov, V. A.; Gushchin, A. V., Izvestiya Akademii Nauk, 1993, (12), 2043-7

合成路线：1 步

71-43-2

_56%

反应条件：

1.1 Reagents: Chlorosuccinimide Catalysts: Tris(2,2′-bipyridyl)ruthenium(II) chloride Solvents: 1,1,1,3,3,3-Hexafluoro-2-propanol ; 30 min, rt
1.2 Reagents: Perchloric acid ; 2 h, 0 °C

参考文献：

Practical and regioselective amination of arenes using alkyl amines

Ruffoni, Alessandro; Julia, Fabio; Svejstrup, Thomas D. ; McMillan, Alastair J. ; Douglas, James J.; et al, Nature Chemistry, 2019, 11(5), 426-433

合成路线：1 步

_54%